4460 Smugglers Drive

Upper Captiva, FL
$ 1,425,000 Beds 4 Baths 3 Sq 2,358 Virtual Tour
Monthly Estimate* How much can I afford?

Just Move Right In to this fully remodeled, turn-key, Luxury North Captiva Estate Home with Pool! This four-bedroom, three-bath island gem offers elegance, space, comfort, and modern design. The great room features an expansive TV area, dining area, luxury kitchen, and a large sundeck with grilling/dining areas overlooking the huge private heated pool. Reminding you of every shade of blue shimmering in the waters along the beach and sunny Captiva skies, this chef's kitchen will impress you with all new stainless steel appliances, custom-designed cabinetry, glistening white solid surface countertops, and an island layout with a built-in dining bar. The kitchen might become your favorite place! Just off the living space is a convenient guest bedroom surrounded by windows and beautiful views of the swaying palm trees. A full bath with a custom tile shower and glass door enclosure is just around the corner for convenient access from the living room and upstairs guests. The primary suite is a true retreat with a private sun deck, spa-like en suite bath, a stunning freestanding oval soaking tub set in a bay window alcove, a custom mosaic-tiled walk-in shower, and dual vanities. The other two guest bedrooms and guest bath on that level offer plenty of sleeping spaces for large families or groups. The outdoor entertainment area is a true oasis, boasting a giant pool, poolside TV area, pool bar, and outdoor shower. Perfect for entertaining or just unwinding in paradise. Clad with Hardie board and upgraded with new impact-resistant windows, sliding glass doors, and a standing seam aluminum roof, this home is built for beauty and resilience. It is just a short walk or golf cart ride from pristine beaches, the ferry, and the resort area. This home feels like a new home and is priced far below construction value. Fantastic potential to generate high rental revenue. This house is a must-see if you have been looking for a newer, larger pool home. An excellent opportunity to combine family vacation fun with high rental revenue while you are away!

Active

  • Price
  • $ 1,425,000
  • City
  • Upper Captiva
  • Bedrooms
  • 4
  • Full Bathrooms
  • 3
  • County
  • Lee
  • Half Bathrooms
  • 0
  • Area
  • CI02 - Upper Captiva Island
  • Lot Size
  • 0.2152 Acres
  • Zip
  • 33924
  • Sqr Footage
  • 2,358
  • Year Built
  • 2008
  • Taxes
  • $ 1568
  • Style
  • Multi-Level, Two Story
  • MLS#
  • 2026021059
Listed By: Resort Properties Internationa
Data Source: Florida Gulf Coast MLS (SWFLMLS)

Features

General

Sewer Septic Tank
Heating Central,Electric
Cooling Central Air,Ceiling Fan(s),Electric
Utilities Cable Not Available
Possession Close Of Escrow
Roof Metal
Appliances Dryer,Dishwasher,Disposal,Ice Maker,Microwave,Range,Refrigerator,RefrigeratorWithIce Maker,Washer
Association Fee Includes None
Patio/Porch Features Deck,Open,Porch
Architectural Style Multi-Level,Two Story
Pool Features Fiberglass,Electric Heat,Heated,In Ground
Construction Materials Other,Wood Frame
Pets Allowed Yes
Year Built 2008
View Landscaped,Trees/Woods
Stories Count 2
Levels Two
Property Subtype Single Family Residence
Tax Year 2024
Ownership Single Family
Waterfront Features None
Community Features Non-Gated
County Lee
Property Type Residential
Association Amenities None
HOA false
Subdivision Name CASTAWAY KEY UNRECORDED SUBDIVISION
Facing Direction South
Garage Y/N false
Full Baths 3
Status Active
Directions Take the ferry to North Captiva Island. Follow Bartlett parkway to Rum Rd. Turn left onto Rum Rd. Follow Rum Rd to Smugglers Dr. Turn right onto Smugglers Dr and the property will be on the right.
City Upper Captiva
Disclosures Owner Has Flood Insurance
Senior Community Y/N false
Zoning Description RS-1
MLS Area CI02 - Upper Captiva Island
Lot Size Units Acres
Carport Y/N false
Tax Annual Amount 1568.71
Property Condition Resale
Standard Status Active
Tax Lot 3
Property Sub Type Additional Single Family Residence
PostalCity Upper Captiva
Legal Description N END CAPTIVA IS PB 1 PG 61 PT LOT 3 AS DESC IN OR 1076 PG 1356 AKA LOT 30 BLK 2 CASTAWAY KEY

Interior Features

Interior Amenities Bathtub,Dual Sinks,Living/Dining Room,Separate Shower,Vaulted Ceiling(s)
Flooring Tile,Wood
Furnished Y/N Partially
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Window Features Single Hung,Impact Glass
Total Bedrooms 4
Room Type None,Great Room
LivingAreaSource Appraiser
Total Baths 3

Exterior Features

Gulf Access false
Exterior Amenities Deck,Security/High Impact Doors
Lot Features Rectangular Lot
Water Source Well
Lot Size Area 0.2152
Foundation Details Pillar/Post/Pier
Spa false
Building Area Total 2481
Lot Dimensions 75 x 125 x 75 x 125
Lot Size Acres 0.2152
Private Pool true
Lot Size Source Appraiser
Waterfront Y/N false
LotDimensionsSource Appraiser

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Cape Coral, FL office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Unknown Elementary School
Middle School Unknown Middle School
High School Unknown High School

Price History

5/12/2026 Listed $1,425,000

Property vs Zip Code Average in 33924

Price
AVG $3.75M
$1.43M
Taxes
AVG $28,426
$1,568
Year Built
AVG 1992
2008

4460 Smugglers Drive Upper Captiva, FL is a Single Family Home for sale at $1425000 with 2358 sqft and a lot size of 0.2152 Acres Acre(s). 4460 Smugglers Drive Upper Captiva has 4 bedrooms, 3 baths and was built in 2008. The property's zip code is 33924 which is in Upper Captiva, FL

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.